Holiday houses in Trenton Township

Bricktown 2 Bedroom Loft

Enjoy this beautiful upstairs loft in the heart of Jamesport. Relax in our gorgeous master bedroom with Roku tv and enjoy the old fashioned claw foot bathtub with shower attached. Spacious living and dining room with beautiful wooden floors and large Roku tv. Fully furnished kitchen and a small deck to enjoy early morning. Also a second bedroom with a full size bed and Roku tv. Plenty of room for the family. Coffee and wine shops, restaurant, candle, decor, and antique shops all within 2 blocks.

Blue Boar Inn

Escape to this charming 2-bed, 1-bathroom cabin in rural Missouri, ideal for hunters, families, or couples seeking tranquility. The cozy living area features an electric fireplace, while the fully-equipped kitchen invites home-cooked meals. Enjoy the private patio and countryside views, perfect for outdoor activities or starry nights by the fire pit. Nestled in a peaceful location, the cabin offers easy access to prime hunting grounds, making it the perfect home away from home for nature lovers.

The "Doddy" House

Take a weekend....or a week! Travel back in time to Jamesport Mo and stay at this cozy 1 bedroom,1 bath Suite in the middle of Amish Country . Located 4 miles east of Jamesport ,this peaceful setting is sure to turn your week around! Enjoy the sunset and go for a walk, or take a tour of Mrs. Mary's Amish home... Why the "Doddy" house? Doddy houses are usually the second dwelling on an Amish farm. Generally small and built to accommodate the elderly parents after they pass on the farm to a child.

Our Happy Place

Take it easy and relax....a winding dirt path leads up to the cabin’s rustic porch, where a pair of wooden rocking chairs invite visitors to sit and soak in the breathtaking view of the sunset reflecting the sky’s shifting hues. At night, the stars shine brilliantly overhead, unobstructed by city lights, while the distant hoot of an owl adds to the peaceful ambiance. A firepit nearby provides warmth and a cozy spot for quiet evenings spent under a blanket of stars... 15 min. drive to Jamesport.

Silo View (1st floor)

You’ll be renting the entire first floor of our two-story home. The second floor is not included in the rental. Welcome to our charming two-story farmhouse, over 100 years old and ideally located across from the picturesque Black Silo Winery. Ideal for weddings, family or friend visits or simply enjoying a trip to the winery which features ample parking for your convenience. Enjoy the spacious backyard, a covered patio, and a welcoming porch- ideal for morning coffee or outdoor gatherings.

“Good Enough” on Cedar

Welcome to "Good Enough" on Cedar! We fully remodeled this 2BR/1BA and accidentally made it awesome. Why pay hotel prices for a cramped room when you can have an entire private house with Netflix & fast Wi-Fi? Custom Shou Sugi Ban beds by Josh Bickford, full kitchen, laundry, ACs, porch coffee nook & a lit back deck. We are pet-friendly! Near NCMC, downtown Trenton & Adam-ondi-ahman. Perfect for traveling nurses, road crews & student families. Book today, it's way more than good enough!

The Inn on Main - Boutique BNB

Escape to this stylish and serene boutique airbnb, perfect for couples seeking a cozy, romantic getaway. Thoughtfully designed with warm tones, plush furnishings, and elegant accents, this space is ideal for unwinding together. Curl up on the luxurious leather sofa with a glass of wine or enjoy a candlelit dinner under the sparkling crystal chandelier. Whether you’re celebrating a special occasion or simply taking time for each other, you’ll find the perfect setting here. No pets allowed

Touch of Country 150" projector, PingPong &Karaoke

Welcome! Relax at our hidden sanctuary, just 2 mins off I-35/Hwy 36 and 50 mins from the FIFA World Cup 2026 action in Downtown KC. Enjoy a 150" projector with a popcorn machine—perfect for movies or the big game! Amenities include high-speed Wi-Fi, karaoke, ping pong, and a grill. Explore our private oasis featuring a peaceful stream with a bridge and expansive green space. Free large parking with a pull-through driveway for trucks/trailers. Only 5 mins to groceries. Book your stay today!

Lake House: 3 BR, 3 Bath w/ handicap adaptations

NO LAKE ACCESS! The house has views of Trenton LAKE from several areas of the property! Spaces bring the OUTDOORS.. IN, with wildlife furnishings throughout. ENJOY your time by sitting on the enclosed porch or outdoor patio. Use the fully stocked kitchen to create delicious meals. RELAX in one of two living spaces. Office space, comfortable beds, spacious bathrooms, in house laundry. We hope you get out and EXPLORE what the area has to offer! Handicap Adaptations

Quilters Getaway

This dreamy tiny home is the perfect getaway. Located just 8 miles from the Quilt Town of Hamilton. Featuring a twin size daybed/sofa on the main level and a full size bed in the loft. Kitchenette with microwave, coffee pot and refrigerator. TV with DVD player (and movies to pick from) and a nice selection of books. Located on a 1/2 acre lot with a park across the street and library a block away.

Whispering Waters

Relax with the whole family at our cabin on the lake. Bring your swimming things and fishing gear and get ready for a good time! You can feed the fish, grill a delicious meal, relax in front of the tv, or soak up the sun in the water or on the sand. Spending time with friends and family on the lake will be time well spent. We also have 2 kayaks and a small fire pit there you're welcome to use.

The Cabin at the Orchard

Take it easy at this unique and tranquil getaway. Unplug and unwind in the heart of a peaceful, 1,200-tree working apple and peach orchard. Whether you're sipping coffee on the porch, wandering through rows of fruit trees, or just soaking up the quiet on the beach, this serene escape offers the perfect spot to slow down and recharge.